Cheap Flights from Milan to Chicago, IL from $246
Return flight: Chicago – Milan
On Cheapflightsplus.com you will find 2 direct and 999 connecting flights from Milan to Chicago. You can compare airfare deals from 45 airlines and multiple travel sites from $246, book and save on cheap plane tickets and last minute offers. Also check out MIL-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Milan to Chicago Flight Deals
To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights».
To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight.
Cheapest flights in November: $246 (one-way), $422 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Milan to Chicago Today
Take a look at the list of non stop flights and flights with layovers from Milan to Chicago with the lowest price of $246. The fastest direct flight takes 9h 50m and the fastest connecting – 12h 15m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $804 | 15:20 Milan Malpensa | 18:10 Chicago O'Hare International | 9h 50m | United Airlines | UA415 |
| from $1125 | 15:20 Milan Malpensa | 18:10 Chicago O'Hare International | 9h 50m | Lufthansa | LH7812 |
| from $306 | 13:20 Milan Malpensa | 20:08 Chicago O'Hare International | 13h 48m layover 2h 0m - Philadelphia | British Airways | BA1623 BA5418 |
| from $312 | 10:25 Milan Malpensa | 18:15 Chicago O'Hare International | 14h 50m layover 3h 50m - Madrid | Iberia | IB672 BA1637 |
| from $330 | 06:00 Milan Malpensa | 14:15 Chicago O'Hare International | 15h 15m layover 3h 5m - Madrid | Aero Services Executive | W46311 IB341 |
| from $246 | 17:55 Milan Milan Bergamo (Orio al Serio) | 17:50+1 день Chicago O'Hare International | 30h 55m layover 11h 30m - Hagersten 6h 20m - Helsinki | Ryanair | FR2878 AY802 AY9 |
| from $264 | 13:00 Milan Linate | 17:50+1 день Chicago O'Hare International | 35h 50m layover 5h 40m - Hagersten 17h 5m - Helsinki | SAS | SK690 AY820 AY9 |
| from $266 | 11:20 Milan Linate | 17:50+1 день Chicago O'Hare International | 37h 30m layover 6h 30m - Oslo 17h 30m - Helsinki | EasyJet | U21989 AY918 AY9 |
| from $276 | 14:00 Milan Malpensa | 17:50+1 день Chicago O'Hare International | 34h 50m layover 3h 50m - Oslo 17h 30m - Helsinki | Norwegian | DY1879 AY918 AY9 |
| from $278 | 20:45 Milan Malpensa | 17:50+1 день Chicago O'Hare International | 28h 5m layover 13h 50m - Hagersten 1h 10m - Helsinki | SAS | SK2690 AY808 AY9 |
| from $278 | 20:45 Milan Malpensa | 17:50+1 день Chicago O'Hare International | 28h 5m layover 7h 50m - Hagersten 7h 10m - Helsinki | SAS | SK2690 AY806 AY9 |
| from $279 | 19:35 Milan Malpensa | 19:00+1 день Chicago O'Hare International | 30h 25m layover 14h 25m - Malaga 1h 55m - Dublin | Aero Services Executive | W46307 EI581 EI125 |
| from $279 | 10:35 Milan Malpensa | 19:17+1 день Chicago O'Hare International | 39h 42m layover 6h 15m - Barcelona 19h 55m - New York | Aero Services Executive | W46315 IB2627 NK918 |
| from $280 | 14:05 Milan Malpensa | 19:17+1 день Chicago O'Hare International | 36h 12m layover 2h 45m - Barcelona 19h 55m - New York | Vueling | VY6343 IB2627 NK918 |
| from $282 | 17:35 Milan Malpensa | 19:00+1 день Chicago O'Hare International | 32h 25m layover 16h 25m - Malaga 1h 55m - Dublin | EasyJet | U23745 EI581 EI125 |
| from $297 | 07:10 Milan Malpensa | 23:10 Chicago O'Hare International | 23h 0m layover 4h 50m - London 5h 38m - Newark | Aero Services Executive | W46301 Z0701 NK329 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 31, 2025
Flight Schedule Milan to Chicago (Illinois)
Full flight schedule will help you in detecting at what time planes fly from Milan to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
15:20 — 18:10
|
15:20 — 18:10
UA415
United Airlines
Milan — Chicago
|
9h 50m |
Find flight
from$804 |
|
|
15:20 — 18:10
|
15:20 — 18:10
LH7812
Lufthansa
Milan — Chicago
|
9h 50m |
Find flight
from$1125 |
|
|
08:25 — 13:50
|
17:35 — 18:45
BA585
British Airways
Milan — London
1h 35m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
12h 25m including layover |
Find flight
from$308 |
|
|
10:25 — 18:15
|
10:25 — 12:50
IB672
Iberia
Milan — Madrid
3h 50m stop
16:40 — 18:50
BA1637
British Airways
Madrid — Chicago
|
14h 50m including layover |
Find flight
from$312 |
|
|
11:10 — 21:24
|
11:10 — 14:10
BA1583
British Airways
Milan — New York
5h 30m stop
19:40 — 21:24
BA6563
British Airways
New York — Chicago
|
17h 14m including layover |
Find flight
from$306 |
|
|
21:45 — 11:50
+1 day
|
20:25 — 21:25
BA583
British Airways
Milan — London
10h 30m stop
09:15 — 11:55
BA1542
British Airways
London — Chicago
|
21h 5m including layover |
Find flight
from$308 |
|
|
23:35 — 14:00
+1 day
|
23:00 — 00:30
FR4037
Ryanair
Milan — Dublin
10h 30m stop
11:35 — 14:00
EI123
Aer Lingus
Dublin — Chicago
|
21h 25m including layover |
Find flight
from$338 |
|
|
05:55 — 17:50
|
05:50 — 07:55
FR1784
Ryanair
Milan — Copenhagen
5h 15m stop
13:15 — 15:45
AY954
Finnair
Copenhagen — Helsinki
40m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
18h 55m including layover |
Find flight
from$322 |
|
|
05:55 — 17:50
|
05:50 — 07:55
FR1784
Ryanair
Milan — Copenhagen
4h 25m stop
12:25 — 14:55
AY966
Finnair
Copenhagen — Helsinki
1h 30m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
18h 55m including layover |
Find flight
from$322 |
|
|
06:30 — 17:50
|
06:00 — 08:10
W46387
Aero Services Executive
Milan — Warsaw
5h stop
13:00 — 15:40
AY1144
Finnair
Warsaw — Helsinki
45m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
18h 20m including layover |
Find flight
from$300 |
|
|
06:45 — 19:00
|
06:45 — 09:20
U23743
EasyJet
Milan — Malaga
3h 20m stop
12:40 — 14:45
EI581
Aer Lingus
Malaga — Dublin
1h 55m stop
16:40 — 19:00
EI125
Aer Lingus
Dublin — Chicago
|
19h 15m including layover |
Find flight
from$301 |
|
|
07:00 — 17:50
|
07:00 — 08:35
U23025
EasyJet
Milan — Dusseldorf
3h 20m stop
11:55 — 15:20
AY1392
Finnair
Dusseldorf — Helsinki
1h 5m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
17h 50m including layover |
Find flight
from$306 |
|
|
07:10 — 23:10
|
07:10 — 08:15
W46301
Aero Services Executive
Milan — London
4h 50m stop
13:05 — 15:55
Z0701
Z0
London — Newark
5h 38m stop
21:33 — 23:10
NK329
Spirit Airlines
Newark — Chicago
|
23h including layover |
Find flight
from$297 |
|
|
08:40 — 17:50
|
08:40 — 10:20
FR8326
Ryanair
Milan — Budapest
1h 45m stop
12:05 — 15:25
AY1252
Finnair
Budapest — Helsinki
1h stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
16h 10m including layover |
Find flight
from$337 |
|
|
09:00 — 17:50
|
09:00 — 11:00
W61432
Wizz Air
Milan — Warsaw
2h stop
13:00 — 15:40
AY1144
Finnair
Warsaw — Helsinki
45m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
15h 50m including layover |
Find flight
from$303 |
|
|
09:20 — 17:50
|
09:20 — 11:05
FR3535
Ryanair
Milan — Krakow
1h 25m stop
12:30 — 15:20
AY1166
Finnair
Krakow — Helsinki
1h 5m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
15h 30m including layover |
Find flight
from$302 |
|
|
10:35 — 19:17
+1 day
|
10:35 — 12:15
W46315
Aero Services Executive
Milan — Barcelona
6h 15m stop
18:30 — 21:40
IB2627
Iberia
Barcelona — New York
19h 55m stop
17:35 — 19:17
NK918
Spirit Airlines
New York — Chicago
|
39h 42m including layover |
Find flight
from$279 |
|
|
11:20 — 17:50
+1 day
|
11:20 — 14:00
U21989
EasyJet
Milan — Oslo
6h 30m stop
20:30 — 22:55
AY918
Finnair
Oslo — Helsinki
17h 30m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
37h 30m including layover |
Find flight
from$266 |
|
|
13:00 — 17:50
+1 day
|
13:00 — 15:40
SK690
SAS
Milan — Hagersten
5h 40m stop
21:20 — 23:20
AY820
Finnair
Hagersten — Helsinki
17h 5m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
35h 50m including layover |
Find flight
from$264 |
|
|
13:00 — 17:50
+1 day
|
13:00 — 15:40
SK690
SAS
Milan — Hagersten
21h 35m stop
13:15 — 15:15
AY808
Finnair
Hagersten — Helsinki
1h 10m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
35h 50m including layover |
Find flight
from$266 |
|
|
14:00 — 17:50
+1 day
|
20:00 — 22:40
DY1879
Norwegian
Milan — Oslo
3h 50m stop
20:45 — 23:10
AY918
Finnair
Oslo — Helsinki
17h 30m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
34h 50m including layover |
Find flight
from$276 |
|
|
14:05 — 19:17
+1 day
|
14:05 — 15:45
VY6343
Vueling
Milan — Barcelona
2h 45m stop
18:30 — 21:40
IB2627
Iberia
Barcelona — New York
19h 55m stop
17:35 — 19:17
NK918
Spirit Airlines
New York — Chicago
|
36h 12m including layover |
Find flight
from$280 |
|
|
15:00 — 23:31
+1 day
|
15:00 — 16:10
AZ2071
Alitalia
Milan — Rome
19h 25m stop
11:35 — 15:15
N0411
N0
Rome — Los Angeles
2h 9m stop
17:24 — 23:31
NK3010
Spirit Airlines
Los Angeles — Chicago
|
39h 31m including layover |
Find flight
from$335 |
|
|
17:55 — 17:50
+1 day
|
17:55 — 20:35
FR2878
Ryanair
Milan — Hagersten
11h 30m stop
08:05 — 10:05
AY802
Finnair
Hagersten — Helsinki
6h 20m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
30h 55m including layover |
Find flight
from$246 |
|
|
17:55 — 17:50
+1 day
|
17:55 — 20:35
FR2878
Ryanair
Milan — Hagersten
9h 45m stop
06:20 — 08:40
AY826
Finnair
Hagersten — Helsinki
7h 45m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
30h 55m including layover |
Find flight
from$246 |
|
|
18:00 — 23:31
+1 day
|
18:00 — 19:10
AZ2097
Alitalia
Milan — Rome
16h 25m stop
11:35 — 15:15
N0411
N0
Rome — Los Angeles
2h 9m stop
17:24 — 23:31
NK3010
Spirit Airlines
Los Angeles — Chicago
|
36h 31m including layover |
Find flight
from$335 |
|
|
18:50 — 17:50
+1 day
|
18:50 — 20:25
U23027
EasyJet
Milan — Dusseldorf
15h 30m stop
11:55 — 15:20
AY1392
Finnair
Dusseldorf — Helsinki
1h 5m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
30h including layover |
Find flight
from$305 |
|
|
19:35 — 19:00
+1 day
|
19:35 — 22:15
W46307
Aero Services Executive
Milan — Malaga
14h 25m stop
12:40 — 14:45
EI581
Aer Lingus
Malaga — Dublin
1h 55m stop
16:40 — 19:00
EI125
Aer Lingus
Dublin — Chicago
|
30h 25m including layover |
Find flight
from$279 |
|
|
19:55 — 08:45
+2 days
|
13:20 — 14:55
U23833
EasyJet
Milan — Edinburgh
14h stop
11:30 — 14:10
WS17
WestJet
Edinburgh — Toronto
17h 45m stop
07:55 — 08:45
PD2387
Porter Airlines
Toronto — Chicago
|
43h 50m including layover |
Find flight
from$328 |
|
|
20:45 — 17:50
+1 day
|
20:45 — 23:25
SK2690
SAS
Milan — Hagersten
13h 50m stop
13:15 — 15:15
AY808
Finnair
Hagersten — Helsinki
1h 10m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
28h 5m including layover |
Find flight
from$278 |
|
|
20:45 — 17:50
+1 day
|
20:45 — 23:25
SK2690
SAS
Milan — Hagersten
7h 50m stop
07:15 — 09:15
AY806
Finnair
Hagersten — Helsinki
7h 10m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
28h 5m including layover |
Find flight
from$278 |
|
|
21:30 — 17:50
+1 day
|
21:30 — 23:15
VY6337
Vueling
Milan — Barcelona
10h 50m stop
10:05 — 15:10
AY1654
Finnair
Barcelona — Helsinki
1h 15m stop
16:25 — 17:50
AY9
Finnair
Helsinki — Chicago
|
27h 20m including layover |
Find flight
from$327 |
|
*Departure and arrival times - local. Updated on May 31, 2025
Flight Information
Below we will explain in detail what the flights cost on the destination from Milan to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Milan and Chicago is 7289 miles. Time difference between the cities is 7h. Airplanes depart 00:50 to 23:50 from 4 Milan airports and arrive 00:50 to 23:50 to 7 Chicago airports. Average flight time is 9h 50m.
- The fastest flight 9h 50m
- Average flight time 9h 50m
- The earliest flight 00:50
- The latest flight 23:50
- Distance 4530 ml
The cheapest months to travel to Chicago are august (from 329 $), october (from 372 $), september (from 436 $).
The most expensive months are january (from 652 $), december (from 594 $), november (from 586 $).
What is the lowest airfare Milan to Chicago?
The cheapest plane ticket found by our users is $246. This airfare is for economy class on one-way FR2878 flight by Ryanair for August 27, 2025 which leaves Milan Bergamo (Orio al Serio) in Milan at 17:55 am and arrives at Chicago O'Hare International at 17:50.
Economy class
$246
Business class
?
First class
?
Popular Airlines on the Route
The flight Milan — Chicago is served by 45 regular airlines and 7 low-cost airlines. Most of the flights on this route are operated by Neos - 10 departures per week at the price of from $ 387 . And the most expensive tickets are offered by Lufthansa airline - from $ 1125.
Direct flights
There are 2 nonstop flights on the route. The fastest direct flight is UA415 by United Airlines takes 9h 50m and the cheapest is FR2878 by Ryanair for $804.
- UA - United Airlinesfrom $804Find
- LH - Lufthansafrom $1125Find
See more direct flights
Connecting Flights
There are 999 flights with layovers on the route. The fastest connecting flight is FR1455 by Ryanair takes 12h 15m and the cheapest is FR2878 by Ryanair for $246.
- NO - Neosfrom $387Find
- S4 - SATA Internationalfrom $441Find
- DE - Condor Airlinesfrom $515Find
- XZ - Ivoire Aero-Servicesfrom $336Find
- VY - Vuelingfrom $280Find
- FI - Icelandairfrom $354Find
- LO - LOTfrom $408Find
- JU - Air Serbiafrom $375Find
- FR - Ryanairfrom $246Find
- LX - SWISS International Air Linesfrom $359Find
- UA - United Airlinesfrom $828Find
- E5 - Samara Airlinesfrom $869Find
See more connecting flights
Airports
You can fly from Milan to Chicago from 4 airports (Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate).
Milan airports
- Linate-LINfrom $264Find
- Malpensa-MXPfrom $276Find
- Milan Bergamo (Orio al Serio)-BGYfrom $246Find
- Segrate-SWKFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Milan by 45 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Milan
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $59Find
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.